In vitro antitumor activity evaluation of some 1,2,4-triazine derivatives bearing piperazine amide moiety against breast cancer cells

Yurttaş, Leyla; Demirayak, Şeref; Ilgın, Sinem; Atlı, Özlem

doi:10.1016/j.bmc.2014.10.002

Cited by 41 publications

(32 citation statements)

References 32 publications

(33 reference statements)

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“…Spectroscopic data were recorded with the following instruments: a Bruker Tensor 27 IR spectrophotometer; 1 H NMR (nuclear magnetic resonance) Bruker DPX-300 FT-NMR spectrometer, 13 C NMR, Bruker DPX 75 MHz spectrometer (Bruker Bioscience, Billerica, MA, USA); M+1 peaks were determined by Shimadzu LC/MS ITTOF system (Shimadzu, Tokyo, Japan). The synthesis of three intermediate products, 2-chloro-1-[4-(5,6-bis-(4-substituted phenyl)-1,2,4-triazin-3-yl)piperazin-1-yl] ethanones (IIIa-c) was carried out by the following study of Demirayak and coworkers 15 .…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

“…Accordingly, we aimed to synthesize 1-[4-(5,6-bis-(4-substituted phenyl)-1,2,4triazin-3-yl)piperazin-1-yl]-2-[(1H-(benz)imidazol/thiazole/oxazole-2-yl)thio] ethan-1-one derivatives (1-9) for evaluating anticancer activity by following a study reported before a number of derivatives with similar structures 15 . The structure elucidation was carried out by spectroscopic techniques and in vitro anticancer activities of compounds were evaluated using MTT technique on MCF-7 and C6 tumor cell lines.…”

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confidence: 99%

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Synthesis of novel 3, 5, 6-trisubstituted triazine derivatives and their biological activity evaluation as potential antitumor and anti-inflammatory agents

Yurttaş¹,

Şahin²,

Çiftçi³

et al. 2016

actapharm

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Together cardiovascular diseases, cancer is one of the common causes of death. By the discovery of mechanisms of cancer, efforts focused on different targets to treat disease. Besides the new techniques like hyperthermia, photodynamic therapy and stem cell transplation; old techniques radiotherapy, hormonal and non-hormonal chemotherapy, immunotherapy and surgery methods is still be-ABSTRACT In this study, new 3, 5, 6-trisubstituted 1, 2, 4-triazine derivatives (1-9) were synthesized and their structures were determined by using NMR, IR and Mass spectroscopic methods. In vitro antitumor activities against MCF-7 breast adenocarcinoma and C6 rat glioma cell lines were evaluated via MTT colorimetric assay. Among the compounds, compound 4 (IC 50 =21.0 µg/mL) was found as the most active one against C6 cell line, whereas compound 5 (IC 50 =9.5 µg/mL) was found the most potent compound against MCF-7 cell line and both of compounds had higher activity than cisplatin in their line. Furthermore, IC 50 value of compound 6 was found as 26.0 µg/mL against C6 which was very close to cisplatin potency (IC 50 =23.5 µg/mL). Besides, all compounds were tested to determine their lipoxygenase (LOX) inhibitory activity. Compounds 1 and 6 showed LOX inhibition with percentages of 43.35% and 38.79% at 100 µg/mL concentration, respectively. The obtained results on cell lines inspire to synthesise new and more potent molecules compounds as anticancer agents.

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Section: Synthesis and Characterizationmentioning

confidence: 99%

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confidence: 99%

Synthesis of novel 3, 5, 6-trisubstituted triazine derivatives and their biological activity evaluation as potential antitumor and anti-inflammatory agents

Yurttaş¹,

Şahin²,

Çiftçi³

et al. 2016

actapharm

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“…The 1,2,4‐triazine systems are an important class of heterocyclic compounds, and it is well known for their biological activities such as anticancer , anti‐convulsant , antimalarial , antitumor , and antiviral . The most available method for the synthesis of these compounds is mainly based on the reactions of amidrazones with 1,2‐diketone compounds .…”

Section: Introductionmentioning

confidence: 99%

Dipyrido[1,2‐b:3′,4′‐e][1,2,4]triazine Scaffolds from Pentafluoropyridine

Ranjbar‐Karimi

Darehkordi

Bahadornia

et al. 2018

Journal of Heterocyclic Chem

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in Wiley Online Library (wileyonlinelibrary.com).Annelation reaction between pentafluoropyridine and diaminodihydro substituted pyridine derivatives gave dipyrido[1,2-b:3 0 ,4 0 -e][1,2,4]triazine systems as major products arising from the initial nucleophilic substitution of more nucleophilic N-amino group of pyridone ring at 4-position of the pyridine ring followed by intramolecular cyclization at 3-position of pyridine ring. Also, 6-amino-2-oxo-1-((perfluoropyridin-4-yl) amino)-4-aryl-1,2-dihydropyridine-3,5-dicarbonitrile derivatives were obtained as side products. The structures of all the compounds were confirmed by IR, 1 H NMR, 13 C NMR, and 19 F NMR spectroscopy as well as elemental analysis.

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“…A variety of nitrogen-bridged pyrimidines was reported to be used as multi-targeted small molecule inhibitors and resistance-modifying agents [6][7][8][9][10][11]. On the other hand, 1,2,4-triazines and their condensed hetrobicyclic ring systems have attracted considerable interest in recent years as anti-HIV [12], antifungal agents [13,14], molluscicidal agents [15], and antitumor agents [16]. Furthermore, several triazine derivatives have been known to display a wide spectrum of medical and pharmacological activities [17,18].…”

Section: Introductionmentioning

confidence: 99%

“…132 15,. 130.86-130.81, 130.04-129.71, 129.23, 129.15-129.07, 129-016-129.91 (6C aromatic), 116 (C≡N), 115.78, 115.23 (C¼N), 87.24 (C-N), 77.83, 77.62, 77.40 (carbons of 1,2,4triazine), 40.14-39.58 (aliphatic carbons); Anal.…”

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confidence: 99%

Synthesis, Spectroscopic Studies of Fluorinated Pyrimido‐1,2,4‐Triazines: Protective Effect Against Some Plant Pathogenic Fungi

Aqlan

Makki

Abdel‐Rahman

2015

Journal of Heterocyclic Chem

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In search for new biologically active compounds, several new fluorine‐substituted pyrimido [2,3‐c][1,2,4]triazino (3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16) have been synthesized via the nucleophilic attack of 2‐hydrazinopyrimidinone (2) toward more positive carbons under different conditions. Structure of the newly synthesized compounds was deduced from elemental analyses as well as their spectral data (UV, IR, NMR, and M/S). The antifungal activity of the target ring systems has been evaluated both in vitro and in vivo against some phytopathogenic fungi associated with wheat grains. Result showed that compounds 6, 7, and 8 have high protection of wheat grains against the fungal infection.

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In vitro antitumor activity evaluation of some 1,2,4-triazine derivatives bearing piperazine amide moiety against breast cancer cells

Cited by 41 publications

References 32 publications

Synthesis of novel 3, 5, 6-trisubstituted triazine derivatives and their biological activity evaluation as potential antitumor and anti-inflammatory agents

Synthesis of novel 3, 5, 6-trisubstituted triazine derivatives and their biological activity evaluation as potential antitumor and anti-inflammatory agents

Dipyrido[1,2‐b:3′,4′‐e][1,2,4]triazine Scaffolds from Pentafluoropyridine

Synthesis, Spectroscopic Studies of Fluorinated Pyrimido‐1,2,4‐Triazines: Protective Effect Against Some Plant Pathogenic Fungi

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